Academy22 Jul 202511 min read

The Monthly Investor Update: Template That Builds Trust and Opens Doors

Send monthly investor updates that maintain momentum, surface problems early, and unlock intros -using a proven template covering metrics, wins, asks, and learnings.

MB
Max Beech
Head of Content

TL;DR

  • Monthly investor updates maintain momentum between fundraises and unlock investor network value.
  • Template: Metrics → Wins → Challenges → Asks → Learnings → Next Month.
  • Send by the 5th of each month; consistency builds trust.

Jump to Why monthly updates matter · Jump to The update template · Jump to How to write each section · Jump to Common mistakes

The Monthly Investor Update: Template That Builds Trust and Opens Doors

Most founders send investor updates only when raising funds -missing 11 months of relationship-building. Monthly investor updates maintain momentum, surface challenges early, and unlock investor networks (intros, hiring, customers). Here's the proven template that makes updates valuable, not burdensome.

Key takeaways

  • Monthly updates build trust and keep investors engaged between fundraises.
  • Lead with metrics; be transparent about challenges.
  • Specific asks ("intro to Head of Eng at Company X") convert 10× better than vague asks.

Why monthly updates matter

Investors write checks based on trust. Monthly updates compound trust over 12–24 months.

Benefits beyond fundraising

  1. Network access: Investors forward updates to potential customers, hires, partners.
  2. Early warning system: Surface burn rate issues or competitive threats before they're crises.
  3. Pattern recognition: Investors who see monthly progress can provide tactical advice.
  4. Follow-on funding: When you raise Series A, investors who've followed progress convert faster.

According to First Round's State of Startups 2024, portfolio companies sending monthly updates receive 2.3× more investor intros than those updating only when fundraising (First Round, 2024).

Who to send to:

  • Current investors (angels, VCs).
  • Board members and advisors.
  • Strategic angels who can help (even if not invested yet).

Frequency: Monthly, sent by the 5th of each month.

Investor Update Value Compounds Month 1 Month 12 Month 24 Trust Consistent updates = compounding trust
Trust compounds monthly; investors who see consistent progress become advocates.

The investor update template

Structure (5 sections, ~500 words total)

Subject: [Company Name] Update – [Month Year]

Hi [Investor Name],

Here's our [Month] update:

## Metrics
| Metric | This month | Last month | Change |
|--------|-----------|------------|--------|
| MRR | $42K | $39K | +7.7% |
| Customers | 28 | 25 | +3 |
| Burn | $65K | $62K | +4.8% |
| Runway | 14 months | 15 months | -1 month |

## Wins
- Closed $50K enterprise deal with [Customer Name] (3-month sales cycle).
- Shipped analytics dashboard v2; activation rate up 18%.
- Hired founding engineer ([Name], ex-[Company]).

## Challenges
- Sales cycle lengthening to 90 days (was 60); adjusting Q3 forecast.
- Engineering estimates off by 50%; running retro to tighten process.
- Customer support tickets up 40%; need to hire CS lead.

## Asks
- **Hiring:** Intro to senior CSMs at B2B SaaS companies (Intercom, Front, Zendesk).
- **Customers:** Looking to pilot with healthcare startups (10–50 employees).
- **Advice:** Best practices for enterprise procurement (security questionnaires, SOC 2).

## Learnings
- Shorter sales cycles when we lead with ROI calculator (data from 12 deals).
- Friday deploys create weekend anxiety; moving to Thursday cutoff.

## Next Month
- Launch enterprise tier with SSO (target: 3 pilots).
- Close Q3 hiring plan (2 eng, 1 CS).
- Finalize SOC 2 roadmap (aiming for Q4 certification).

Thanks for your continued support. Reply with any questions or feedback!

[Your Name]

How to write each section

1. Metrics (lead with numbers)

Include:

  • Revenue: MRR, ARR, growth rate.
  • Customers: Count, churn %, net retention.
  • Burn: Monthly spend, runway (months of cash left).
  • Product: MAU, activation %, key feature adoption.
  • Team: Headcount, open roles.

Why it matters: Investors scan metrics first. Transparency builds trust.

Red flags to address:

  • Burn increasing faster than revenue → explain why (hiring sprint, marketing test).
  • Churn spiking → explain root cause and mitigation.
  • Runway <6 months → signal fundraise timeline.

2. Wins (celebrate progress)

Include 3–5 bullets:

  • Customer wins: New deals, expansions, renewals.
  • Product milestones: Shipped features, usage metrics.
  • Team wins: Key hires, culture moments.
  • External validation: Press, awards, partnerships.

Tone: Confident but not boastful. Specifics > vague claims.

Example:

  • ✅ "Closed $50K enterprise deal with TechCorp (3-month cycle)."
  • ❌ "Had an amazing month with customers!"

3. Challenges (surface problems early)

Why share bad news?

  • Investors can help if they know problems exist.
  • Hiding issues erodes trust when they surface later.
  • Pattern: teams that share challenges early raise follow-on rounds faster.

How to frame:

  • Be honest, not dramatic: "Sales cycles lengthening to 90 days" (not "sales are broken").
  • Show ownership: "We're running a retro to tighten estimates."
  • Link to asks: "Need advice on enterprise procurement."

What to share:

  • Metrics declining (churn up, conversion down).
  • Competitive threats.
  • Team challenges (key hire left, hiring taking longer).
  • Operational issues (technical debt, customer support overload).

What NOT to share publicly: Sensitive customer details, unannounced pivots, unverified rumors about competitors.

4. Asks (be specific)

Vague asks get ignored. Specific asks convert.

Good asks:

  • Hiring: "Intro to senior CSMs at Intercom, Front, or Zendesk."
  • Customers: "Pilot opportunities with healthcare startups (10–50 employees, using Salesforce)."
  • Expertise: "Advice on SOC 2 vs ISO 27001 for enterprise sales."
  • Intros: "Connection to VP Sales at [Specific Company]."

Bad asks:

  • "Help with hiring." (too vague)
  • "Any customer intros appreciated." (not actionable)

Template: "Looking for [specific role/customer/advice]. Ideal profile: [2–3 criteria]. Can you intro me to [specific person/company type]?"

For hiring workflows, see /blog/startup-hiring-first-10-employees.

5. Learnings (share insights)

Include 1–2 learnings that investors can reuse with other portfolio companies.

Examples:

  • "Shorter sales cycles when we lead with ROI calculator (data from 12 deals)."
  • "Moving deploys from Friday to Thursday reduced weekend anxiety 80%."
  • "Founder-led sales converts 30% better than SDR-led at <$10K ACV."

Why it matters: Sharing insights positions you as thoughtful operator, not just executing.

6. Next month (set expectations)

Preview 2–3 focus areas for next month.

Format:

Why it matters: Creates accountability; investors can follow up next month.

Update Structure (500 words total) Metrics (20%) Wins (25%) Challenges (20%) Asks (15%) Next (20%)
Allocate 500 words: metrics (100), wins (125), challenges (100), asks (75), learnings+next (100).

Common update mistakes

Mistake 1: Skipping months

Symptom: Send January, skip February, send March.

Consequence: Investors lose momentum; trust erodes.

Fix: Set recurring calendar reminder (1st of month). Even slow months deserve updates ("Steady progress; no major news").

Mistake 2: Only sharing good news

Symptom: Every update is wins; challenges hidden.

Consequence: When bad news surfaces later, investors feel blindsided.

Fix: Share 1–2 challenges monthly, even if small. Transparency builds trust.

Mistake 3: Vague asks

Symptom: "Any help appreciated."

Consequence: Investors don't know how to help; do nothing.

Fix: Be specific (role, company, person).

Mistake 4: Too long

Symptom: 2,000-word essay; investors skim or ignore.

Fix: Keep to 500 words. Link to detailed docs if needed.

For communication workflows, see /blog/async-standup-remote-teams.

Call-to-action (Investor relations) Draft your first investor update this week using the template above and send by the 5th of next month.

FAQs

Should I send updates if metrics are flat or declining?

Yes. Transparency matters more than perfect metrics. Frame declines honestly: "MRR flat at $40K; focusing on retention before new acquisition."

How do I handle confidential information?

Use BCC (not CC) to protect investor privacy. For sensitive info (unannounced pivots, M&A talks), send separate 1:1 emails to board/lead investors.

What if investors don't respond?

Normal. 80% of investors read but don't reply. Track open rates (use tools like Mailtrack). Engagement shows even without replies.

When should I stop sending updates?

Series A+: Transition to quarterly board updates + annual shareholder letters. Monthly updates become board-only.

Summary and next steps

Monthly investor updates build trust, unlock network access, and surface challenges early. Use the 6-section template: Metrics → Wins → Challenges → Asks → Learnings → Next Month.

Next steps

  1. Duplicate the template and fill in this month's update.
  2. Add "Investor Update" to your monthly calendar (send by 5th).
  3. Track which asks get responses to refine future requests.

Internal links

External references

Crosslinks